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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 61784생성일: 2026년 10월 24일

Cesium carbonate → 9-(3-Hydroxy-3-methyl-but-1-ynyl)-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

https://huagongshe.com/ko/reaction/61784

반응식

참여 물질

역할이름HCID투입량
반응물Cesium carbonateHCID 10796—
반응물MethylbutynolHCID 148036—
반응물2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
반응물9-Bromo-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 54578544—
촉매Bis(acetonitrile)dichloropalladiumHCID 6093782—
용매WaterHCID 962—
용매AcetonitrileHCID 6342—
생성물9-(3-Hydroxy-3-methyl-but-1-ynyl)-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 66834347281.6%

반응 조건

온도85 °C

반응 단계

9-Bromo-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound E3-1-1, 50 mg, 0.13 mmol), bis(acetonitrile)dichloropalladium (II) (1.64 mg, 0.05 eq.), XPhos (9.05 mg, 0.15 eq.), cesium carbonate (185 mg, 4.5 eq.) and 3-methyl-1-butyn-1-ol (18.6 μl, 1.5 eq.) were dissolved in acetonitrile and stirred at 85° C. for 2 hr. The reaction solution was added to water, and then extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by HPLC to obtain the title compound (brown solid, 21.3 mg, 42%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09440922B2
출처 데이터셋uspto-grants-2016_09
ORD IDord-0283fc9a817a4009991dc88d5add1d29
출처 메모uspto-grants-2016_09